27

Anastasia Island 2-Story Homes for Sale

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  • /37

    $599,000

    • 3 Beds
    • 2 Baths
    • 2,415 Sq Ft

    19 Casanova Rd, Saint Augustine, FL 32080

    Tucked into one of Anastasia Island’s most sought-after enclaves, this rare opportunity offers a blank canvas just steps from the best of St. Augustine coastal living. Set in the coveted Madeira Heights neighborhood and zoned for R.B. Hunt Elementary, the location speaks for itself, walk to the Amphitheater for a sunset concert, stroll the trails of Anastasia State Park, or hop on your bike and

    Agent Photo

    Heather Unger, PA

    ACME REAL ESTATE FLORIDA LLC

    (888) 547-5561

    19 Casanova Rd, Saint Augustine, FL 32080
  • /100

    $779,000

    • 3 Beds
    • 2.5 Baths
    • 1,710 Sq Ft

    43 Menendez Rd, St. Augustine, FL 32080

    There is nothing better than Island Life, and 43 Menendez is perfectly nestled between the charm of downtown and the beauty of the beach. In neighborhood of beautiful homes built throughout the decades, this newer construction three bedroom, two bath sits at high elevation with no history of water intrusion. Built by Entire Construction, the fully furnished home is intelligently designed for

    Agent Photo

    Kory Lostaglio

    ONE SOTHEBYS INTERNATIONAL

    (877) 696-5703

    43 Menendez Rd, St. Augustine, FL 32080
  • /36

    $359,000 Open Sat 11AM - 2PM

    • 2 Beds
    • 2.5 Baths
    • 1,173 Sq Ft

    171 Islander Dr, Saint Augustine, FL 32080

    Where Island Living Meets Convenience! Step into a life of ease and charm in this beautifully maintained 2-bedroom, 2.5 bath townhome located in the gated, highly desirable Islander community on Anastasia Island. Just a bike ride to the famous sugar-sand beaches of St. Augustine Beach and nestled in one of Florida’s most beloved coastal towns, this home is your gateway to sun-soaked mornings and

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    Bob Salgado

    Florida Homes Realty & Mortgage

    (888) 528-6169

    171 Islander Dr, Saint Augustine, FL 32080
  • /49

    $710,000

    • 3 Beds
    • 2.5 Baths
    • 1,820 Sq Ft

    102 Menendez Rd, St. Augustine, FL 32080

    Welcome to your dream home, located in the highly sought-after Davis Shores neighborhood and the prestigious R.B. Hunt school district. This 1,820 square foot home is move-in ready and boasts a fully fenced yard, perfect for privacy and outdoor enjoyment. With no HOA, it offers flexibility and freedom for homeowners. This property features an open living kitchen concept, ideal for modern living

    Shelby Hodges Keller Williams St Augustine

    102 Menendez Rd, St. Augustine, FL 32080
  • /35

    $659,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,495 Sq Ft

    148 Ancient Island Dr, St. Augustine, FL 32080

    Welcome home! Just minutes away from St. Augustine's beautiful sandy beaches, top-rated schools, a variety of local dining options, and the charm of downtown St. Augustine, this 4-bedroom, 3-bathroom home offers the perfect blend of comfort and convenience. With no CDD fees, a low HOA, and approximately 2,500 square feet of living space, it's a standout opportunity.Inside, ceramic tile

    BRENDA MILLER REDFIN CORPORATION

    148 Ancient Island Dr, St. Augustine, FL 32080
  • /38

    $529,000 Open Sat 11AM - 2PM

    • 2 Beds
    • 2 Baths
    • 1,420 Sq Ft

    12 Flagler Blvd Unit A204, Saint Augustine, FL 32080

    This meticulously maintained 2 bed, 2 bath condo offers 1,420 sq ft of comfortable living space and has been lovingly cared for by its owners. It features tile flooring throughout for easy maintenance, abundant natural light and an open floor plan ideal for entertaining. The split layout provides added privacy, and the spacious master bedroom includes a generous walk-in closet. The en-suite bath

    Toni Douglas Watson Realty Corp (A1A)

    12 Flagler Blvd Unit A204, Saint Augustine, FL 32080
  • /62

    $1,795,000

    • 4 Beds
    • 3 Baths
    • 3,660 Sq Ft

    205 Coquina Ave, Saint Augustine, FL 32080

    Experience the perfect fusion of mid-century charm and coastal modern luxury in this exceptional home, where timeless design meets contemporary elegance. Offering over 3,600 square feet of thoughtfully designed living space and positioned on a quarter-acre lot, this residence boasts sweeping views of a tidal creek and the river beyond, visible from nearly every room. The third-floor sunroom and

    Luke Newcomer The Newcomer Group

    205 Coquina Ave, Saint Augustine, FL 32080
  • /79

    $1,849,900

    • 4 Beds
    • 3 Baths
    • 2,665 Sq Ft

    62 Guanahani Trail, Saint Augustine, FL 32080

    Embrace the boating lifestyle and enjoy premier waterfront living in the highly sought-after community of Antiqua. This gorgeous dock home sits on a large lot with unobstructed views of the St. Augustine Lighthouse, marsh, and a deep-water canal that leads directly to the intracoastal and to the downtown marina in just five minutes by boat. For the right price, the sellers are willing to include

    Julia Almstead EXP REALTY LLC

    62 Guanahani Trail, Saint Augustine, FL 32080
  • /96

    $1,595,000

    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    307 Minorca Ave, Saint Augustine, FL 32080

    New Meets Olde! This incredibly rare home is one of only eleven that the original founder and developer of Davis Shores D.P. Davis, as well as Davis Island in Tampa, Fl, built and is considered a Landmark. Thought to have been built in the 1920's, it is rich in history but youthful in appearance as the owner has lovingly renovated, remodeled and added quite a bit of square footage, all with its

    Anita Kay Huston Coastal Realty Sales Division LLC

    307 Minorca Ave, Saint Augustine, FL 32080
  • /48

    $1,200,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,448 Sq Ft

    5072 A1a S, St. Augustine, FL 32080

    Create generational memories at your family beach house.Discover coastal living at its finest in this brand-new 4-bed 3-bath home, offering 2,448 square feet of thoughtfully designed living space. Located on the east side of A1A, this property is a mere two-minute walk to the beach—no streets to cross!The heart of the home is the grand kitchen and living area, featuring two sets of

    Steve Gordon EPIQUE REALTY, INC

    5072 A1a S, St. Augustine, FL 32080
  • /50

    $1,850,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,742 Sq Ft

    367 Five Island Dr, St. Augustine, FL 32080

    Welcome to your dream waterfront sanctuary, where luxury meets functionality. This exquisite 4-bedroom, 3-bathroom home has been tastefully curated with modern updates and high-end finishes. The heart of the home boasts an updated custom chef's kitchen featuring stunning waterfall countertops and state-of-the-art lighting and fixtures, perfect for culinary enthusiasts.Step outside to your

    Stephen Hachey LOWEST FEE REALTY LLC

    367 Five Island Dr, St. Augustine, FL 32080
  • /48

    $885,000

    • 3 Beds
    • 3 Baths
    • 2,095 Sq Ft

    1685 Santander St, Saint Augustine, FL 32080

    One of St. Augustine’s secret spots! Welcome to this Key West style home at 1685 Santander Street perched in Menendez Park along the backside of Anastasia State Park. This street is unlike any other with the preserved oak hammock backdrop along the entire street. Residents with a private access pass to the State park providing a short walk to Florida's pristine undeveloped beach. Meticulously

    Noah Bailey Keller Williams St Augustine

    1685 Santander St, Saint Augustine, FL 32080
  • /33

    $709,000

    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    53 Menendez Rd, Saint Augustine, FL 32080

    NO FLOODING in this charming modern Davis Shores home. Check out the additional enclosed Florida Room with 400 sqft of conditioned space. Nestled in-between historic downtown and Saint Augustine Beach, this home allows you serene living in a quiet neighborhood and easy access to vibrant city life. Featuring an open floor plan with contemporary finishes, this home is ideal for entertaining or

    Damon Lee STA Realty LLC

    53 Menendez Rd, Saint Augustine, FL 32080
  • /38

    $849,000

    • 6 Beds
    • 4 Baths
    • 2,904 Sq Ft

    107 Arricola Ave, St. Augustine, FL 32080

    Own a fully operational Airbnb property just minutes from the beach and short distance to historic downtown. This duplex is being sold AS IS, fully furnished, and ready to rent or move in. Duplex setup - 3/2 each units Hurricane impact windows (upstairs) New porcelain tile flooring (Unit A) Renovated bathrooms About 4-5 years old roof 2 year-old HVAC systems 2 years old water heaters Completely

    Jonathan Minerick HOMECOIN.COM

    107 Arricola Ave, St. Augustine, FL 32080
  • /21

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 1,805 Sq Ft

    165 Leeward Island Dr, Saint Augustine, FL 32080

    Welcome to this beautifully refreshed 4 bedroom, 2.5 bath townhouse in the highly desirable Antigua community of St. Augustine. With fresh paint and new carpet throughout, this spacious home features an open-concept floorplan that seamlessly blends style and function. The master bedroom is located on the main level 3 bedrooms are thoughtfully situated upstairs, offering privacy and comfort, while

    JASON THOMAS RE/MAX SPECIALISTS

    165 Leeward Island Dr, Saint Augustine, FL 32080
  • /56

    $829,000

    • 3 Beds
    • 2.5 Baths
    • 2,317 Sq Ft

    303 Five Island Dr, St. Augustine, FL 32080

    2022 CONSTRUCTION SINGLE-FAMILY HOME LOCATED ON THE ANASTASIA ISLAND EAST OF CITY OF ST. AUGUSTINE. THE HOME IS 2,331 SF 3 BEDROOM 2.5 BATH + LOFT, TALL CEILING, BEAUTIFUL WOOD FLOORING, QUARTZ COUNTERTOPS, ALL KITCHENAID BRAND APPLIANCES WITH NATURAL GAS, OVERSIZED KITCHEN ISLAND WITH OPEN CONCEPT & MODERN DESIGN, 2 CAR ATTACHED GARAGE w/PRE-PLUMED SINK, COVERED PATIO PRE-PLUMED FOR BQQ & SINK.

    Kathleen Taylor Adams, Cameron & Co., Realtors

    303 Five Island Dr, St. Augustine, FL 32080
  • /43

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,081 Sq Ft

    125 Leeward Island Dr, Saint Augustine, FL 32080

    Experience refined coastal living in the highly sought-after Antigua community with this elegantly designed two-story townhome by Dream Finders Homes. Offering 2,081 square feet of beautifully curated space, this residence features 3 spacious bedrooms, 2.5 luxurious bathrooms, and a versatile open-concept layout that seamlessly blends comfort and style. Step inside to a light-filled main level

    Noah Bailey KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

    125 Leeward Island Dr, Saint Augustine, FL 32080
  • /53

    $364,900

    • 2 Beds
    • 2.5 Baths
    • 1,295 Sq Ft

    58 Islander Cir, Saint Augustine, FL 32080

    "Location, location, location! This fantastic 2-bedroom, 2.5-bathroom townhome places you in the heart of the St. Augustine Beach experience. A coveted corner unit boasts a private garage, a delightful side yard, fresh interior paint and, best of all, stunning water views from your newly pavered private lanai. Inside, the main living area offers a spacious and inviting flow, perfect for modern

    Teresa Jacalone Watson Realty Corp (US1 South)

    58 Islander Cir, Saint Augustine, FL 32080
  • /35

    $350,000

    • 2 Beds
    • 2.5 Baths
    • 1,295 Sq Ft

    113 Islander Dr, Saint Augustine, FL 32080

    Live the Beach lifestyle! This beautiful, move-in ready, Key West style townhome has so much to offer! This 2 BR, 2.5 Bath, end-unit provides additional windows to let in the natural light. The open concept downstairs provides a spacious living room, powder room, and large eat-in kitchen w SS Appliances & huge pantry closet, the upstairs flex space is perfect for an office or extra sitting room,

    Debbie Baseman Florida Homes Realty & Mortgage

    113 Islander Dr, Saint Augustine, FL 32080
  • /77

    $549,999

    • 4 Beds
    • 2.5 Baths
    • 2,192 Sq Ft

    123 Lions Gate Dr, Saint Augustine, FL 32080

    Coastal Living at Its Best: Four Bedroom Gem Just a Mile from St. Augustine Beach Imagine waking up to the warm Florida sun streaming through expansive windows. Just a mile from the pristine sands of St. Augustine Beach, this meticulously maintained 4-bedroom concrete home offers the perfect blend of comfort, style, and convenience. Spacious & Bright with Soaring ceilings and an open floor plan

    Rose Coyne Florida Homes Realty & Mortgage

    123 Lions Gate Dr, Saint Augustine, FL 32080
  • /63

    $3,499,000

    • 3 Beds
    • 2 Baths
    • 2,121 Sq Ft

    106 Carver St E, Saint Augustine, FL 32080

    SEE VIDEO under 'Facts & Feature- Virtual Tour'. Once the Navy station for St. Augustine, exquisitely renovated in 2016 by Gaere MacDonald Construction, Inc. & designed by the architect Don Crichlow & Associates. Set along Salt Run waterway with shoreline stretching 167lf. Spanning 2,121sf, the home offers 3 bedrooms, 2 bathrooms, a water softener & a 3-car air conditioned garage, complemented by

    Janie Coffey EXP REALTY, LLC

    106 Carver St E, Saint Augustine, FL 32080
  • /30

    $2,580,000

    • 6 Beds
    • 8 Baths
    • 6,986 Sq Ft

    115 Inlet Dr, Saint Augustine, FL 32080

    Introducing 115 Inlet Dr. an Iconic Davis Shores Waterfront Estate- Perfectly situated with deep water access on Salt Run just off the St. Augustine Inlet and Intracoastal waterway. Breathtaking and upfront water views from almost every room of this 6,980sf residence boasting a total of 6 bedrooms, 8 full baths, a movie theater room, a conditioned gym, a separate workshop, an elevator, gorgeous

    Noah Bailey Keller Williams St Augustine

    115 Inlet Dr, Saint Augustine, FL 32080
  • /39

    $815,000

    • 5 Beds
    • 3 Baths
    • 2,499 Sq Ft

    1440 Corunna St, Saint Augustine, FL 32080

    Tucked beneath a canopy of majestic oaks on a generous corner lot, this distinctive five-bedroom, three-bath home offers an unbeatable location just one block from Anastasia State Park and a short bike ride to the beach in Menendez Park. Featuring a side-entry two-car garage, this residence effortlessly combines timeless charm, character, and the laid-back coastal lifestyle. Step inside to a

    Noah Bailey KELLER WILLIAMS REALTY ATLANTIC PARTNERS ST. AUGUSTINE

    1440 Corunna St, Saint Augustine, FL 32080
  • /74

    $1,599,000

    • 8 Beds
    • 6 Baths
    • 4,514 Sq Ft

    307 Arricola Ave Unit A UNIT B, St. Augustine, FL 32080

    Welcome to 307 Arricola Ave—more than just a duplex, it's a luxurious investment opportunity ready to generate income or provide a comfortable lifestyle. This property is fully furnished, turnkey-ready for short-term rentals or immediate occupancy. Built to withstand Florida's weather, this all-steel, fireproof duplex sits safely above flood levels, offering complete peace of mind against

    Yasha Albright REAL BROKER LLC

    307 Arricola Ave Unit A UNIT B, St. Augustine, FL 32080
  • /76

    $765,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,500 Sq Ft

    57 Guanahani Trail, Saint Augustine, FL 32080

    Welcome to Antigua on Anastasia Island! This stunning 4BR/3BA + loft home, built in 2022, is nestled on a quiet cul-de-sac and offers breathtaking marsh and sunset views from nearly every room. Designed for both comfort and style, the home is filled with natural light and surrounded by lush tropical scenery. The backyard is an entertainer’s dream—enjoy a screened-in patio, smokeless fire table,

    Donia and Doug Carr Engel & Völkers St Augustine

    57 Guanahani Trail, Saint Augustine, FL 32080
  • /24

    $2,690,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,995 Sq Ft

    228 Pelican Reef Dr, Saint Augustine Beach, FL 32080

    Welcome to Yachtsman's Point in Pelican Reef, offering stunning marsh views on Anastasia Island. This unique private lot features a custom-spec home and a tidal creek with direct access to the intracoastal waterway, ideal for kayaks and small boats. The spacious lot provides plenty of potential and is conveniently located near the historical downtown area. The private gated community features a

    MICHELLE BRUECKHEIMER Thompson Realty & Development, Inc.

    228 Pelican Reef Dr, Saint Augustine Beach, FL 32080
  • /7

    $699,000 New Construction

    • 2 Beds
    • 1.5 Baths
    • 1,530 Sq Ft

    0 Arricola Ave Unit 2046956, Saint Augustine, FL 32080

    Build Your Modern Dream Home in Davis Shores - Plans Included & builder ready! This .06-acre lot on Arricola Avenue, nestled in the highly desirable Davis Shores community on Anastasia Island, offers the perfect opportunity to bring your vision to life with included plans for a custom-built, modern home. The design features a two-bedroom, one and a half bath home spanning 1,530 sq. ft., complete

    Sarah Stice ENGEL & VOLKERS FIRST COAST

    0 Arricola Ave Unit 2046956, Saint Augustine, FL 32080

Home Trends in Anastasia Island, FL

Housing Trends

Median Sale Price
$350,000
Median Single Family Sale Price
$339,000
Median Townhouse Sale Price
$350,000
Median 2 Bedroom Sale Price
$240,000
Average Price Per Sq Ft
$318
Number of Homes for Sale
8
Last 12 months Home Sales
113
Months of Supply
0.80
Median List Price
$339,900
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-10%
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